List your home
Apply filters
£ to

39 Holiday homes in Casole d'Elsa

Reset search

Show results on map

Also consider

Coastal Cottages
222 properties
Sardinia
478 properties
Tuscany
3,181 properties
Lake Garda Area
103 properties
Lake Como Area
494 properties
Sicily
634 properties
Rome
2,492 properties
Florence
966 properties
Trapani
516 properties
Venice, Veneto
500 properties
Amalfi Coast
463 properties
Lucca
431 properties
Cortona
430 properties
Palermo
401 properties
Sorrento, Campania
353 properties
Cefalu
317 properties
San Gimignano
297 properties
Taormina
271 properties
Greve in Chianti
268 properties
Syracuse
257 properties

Filters applied: Cycling holidays (39)

To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more
39 Results  |  
24 Photos

Cottage | 3 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £70 /night

£488 - £891 / week

View

Key info:

  • Nearest beach 100 km
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
A beautiful farm where you can relax on the porch with a good book and a glass of Chianti or walking on the grass in the magnificent park of oak trees, it is also an excellent base for exploring the heart of Tuscany, between Siena and Florence.  …see more

22 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

7 Nights min stay

Add to shortlist

from £73 /night

£509 - £1171 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
Cottage With Private Garden And Hills View Panoramic Location,10 Min Walk From The Lovely Medieval Village Of Casole D'elsa Sleeps 4 (2 Bedrooms)  …see more

8 Photos

Apartment | 2 Bedrooms | sleeps 7

3 Nights min stay

Add to shortlist

from £85 /night

£594 - £1268 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
THREE-ROOM Apt 5/7 people (70 sq m) – ground floor- facing swimming pool  …see more

Featured properties

6 Photos

Apartment | 2 Bedrooms | sleeps 5

3 Nights min stay

Add to shortlist

from £72 /night

£499 - £1021 / week

View

Key info:

  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
THREE-ROOM Apt 3/5 people (50 sq m.) - ground floor  …see more

9 Photos

Apartment | 2 Bedrooms | sleeps 7

3 Nights min stay

Add to shortlist

from £85 /night

£594 - £1268 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Our APARTMENTS and our ONE-ROOM APARTMENTS are located in the two main buildings of the Borgo; they have simple and functional furnishings, and they are warm and inviting, and all rooms have their original timbered ceilings and Tuscan terracotta.  …see more

6 Photos

Apartment | 2 Bedrooms | sleeps 5

3 Nights min stay

Add to shortlist

from £72 /night

£499 - £1021 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Our APARTMENTS and ONE-ROOM APARTMENTS are located in the two main buildings of the Borgo; they have simple and functional furnishings, they are warm and inviting, and all rooms have their original timbered ceilings and Tuscan terracotta.  …see more

6 Photos

Apartment | 2 Bedrooms | sleeps 6

2 Nights min stay

Add to shortlist

from £82 /night

£570 - £1116 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Our 15 APARTMENTS of various sizes, and our 3 ONE-ROOM APARTMENTS, are located in the two main buildings of the Borgo; they have simple and functional furnishings, and they are warm and inviting, and all rooms have their original timbered ceilings and Tuscan terracotta  …see more

23 Photos

Apartment | 5 Bedrooms | sleeps 10

3 Nights min stay

Add to shortlist

from £133 /night

£927 - £1900 / week

View

Key info:

  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
LARGE 6/10 people (120 sq m.)- on two floors (ground floor/first floor)  …see more

8 Photos

Apartment | 2 Bedrooms | sleeps 6

3 Nights min stay

Add to shortlist

from £82 /night

£570 - £1116 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
THREE-ROOM Apt 4/6 people (62 sq m) – first floor - facing swimming pool  …see more

7 Photos

Apartment | 1 Bedroom | sleeps 3

3 Nights min stay

Add to shortlist

from £48 /night

£333 - £665 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
Our APARTMENTS and ONE-ROOM APARTMENTS are located in the two main buildings of the Borgo; they have simple and functional furnishings, and they are warm and inviting, and all rooms have their original timbered ceilings and Tuscan terracotta flooring.  …see more

6 Photos

Apartment | 2 Bedrooms | sleeps 5

3 Nights min stay

Add to shortlist

from £72 /night

£499 - £1021 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
Our APARTMENTS and ONE-ROOM APARTMENTS are located in the two main buildings of the Borgo; they have simple and functional furnishings, they are warm and inviting, and all rooms have their original timbered ceilings and Tuscan terracotta.  …see more

7 Photos

Apartment | 2 Bedrooms | sleeps 5

3 Nights min stay

Add to shortlist

from £62 /night

£428 - £879 / week

View

Key info:

  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
THREE-ROOM Apt 3/5 people (70 sq m.) - first floor  …see more

7 Photos

Apartment | 2 Bedrooms | sleeps 5

3 Nights min stay

Add to shortlist

from £72 /night

£499 - £1021 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
THREE-ROOM Apt 3/5 people (60 sq m.) - ground floor  …see more

10 Photos

Apartment | 2 Bedrooms | sleeps 5

3 Nights min stay

Add to shortlist

from £72 /night

£499 - £1021 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
THREE-ROOM Apt 3/5 people (60 sq m.) - ground floor  …see more

8 Photos

Apartment | 2 Bedrooms | sleeps 6

3 Nights min stay

Add to shortlist

from £82 /night

£570 - £1116 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
TRILO 4/6 posti (mq.61)  …see more

5 Photos

Apartment | 2 Bedrooms | sleeps 5

3 Nights min stay

Add to shortlist

from £65 /night

£452 - £879 / week

View

Key info:

  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
THREE-ROOM Apt 3/5 people (46 sq m.) - first floor  …see more

14 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £49 /night

£340 - £586 / week

View

Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Siena, San Gimignano and Volterra are 40 min. away. Florence is an hour away, the beautiful Tuscan coast just over an hour and there are also plenty of smaller and lesser known cultural, artistic, gastronomic and natural gems all within easy reach. In the middle of Tuscany, away from it all.  …see more

23 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £52 /night

£360 - £440 / week

View

Key info:

  • Nearest beach 55 km
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
Excellent base for exploring the jewels of Tuscany.  …see more

24 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £80 /night

£560 - £840 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
For your romantic holiday because this is very romantic cottege culture holiday because from casa daniela a few minutes with your car you can reach the most beautiful cities of tuscany relaxing holiday because this cottege is only for you, Private pool large private garden Children's play private forest property only for you, your family  …see more

24 Photos

Cottage | 2 Bedrooms | sleeps 5

Very Good 4.5/5 

4 Nights min stay

Add to shortlist

from £64 /night

£448 - £1120 / week

View

Key info:

  • Nearest beach 65 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Cosy Tuscany cottage with private pool. Perfect for families and couples. Ideally situated for visiting the most renowned historical and art centres in Tuscany.  …see more

23 Photos

Villa | 7 Bedrooms | sleeps 13

Excellent 5/5 

Short stays welcome

Add to shortlist

from £720 /night

£5040 - £7840 / week

View

Key info:

  • Nearest beach 75 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Newly rebuilt eco friendly Tuscan estate a few miles from Volterra/S.Gimignano/ Siena. Infinity edge pool. Pergolas for outdoor dining, BBQ.  …see more

19 Photos

Apartment | 2 Bedrooms | sleeps 4

1 night min stay

Add to shortlist

from £66 /night

£460 - £904 / week

View

Key info:

  • Nearest beach 72 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • May take pets – please enquire
  • Private garden
This charming farmhouse complex is the result of a recent and elegant restoration of a typical Tuscan country complex, near the town of Casole d'Elsa, in the province of Siena.  …see more

23 Photos

Farmhouse | 2 Bedrooms | sleeps 4

Excellent 5/5 

Short stays welcome

Add to shortlist

from £82 /night

£572 - £736 / week

View

Key info:

  • Nearest beach 68 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
Ground floor of the smaller farmhouse.Accommodates up to 4 Large master bedroom and a 2nd bedroom with twin beds.Big living room with fireplace, flat screen TV,a comfortable sofa and armchair. Outside a very big loggia with private BBQ for alfresco dining and relaxing Agriturismo Siena, Tuscany, Countryside,Pool, Self catering, San Gimignano, Firenze, Trekking, Mountain bike  …see more

14 Photos

Apartment | 1 Bedroom | sleeps 3

3 Nights min stay

Add to shortlist

from £54 /night

£374 - £467 / week

View

Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Suitable for over 5s only
  • Car essential
  • No pets allowed
  • Private garden
We are in the heart of Tuscany. Our accommodation is an oasis of relaxation in the spectacular landscapes of the Tuscan hills. My wife and I have restored this accommodation to offer to our guest the most nice and comfortable holiday.  …see more

16 Photos

House | 3 Bedrooms | sleeps 8

2 Nights min stay

Add to shortlist

from £53 /night

£369 - £696 / week

View

Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
Casetta indipendente in podere Toscano Antico, 2 o 3 stanze da letto matrimoniali, grande parco piscina e vista mozzafiato. Nelle vicinanze equitazione, terme, caccia, cucina tipica, vini fantastici, città d'arte natura fantastica  …see more

9 Photos

Apartment | 1 Bedroom | sleeps 2

3 Nights min stay

Add to shortlist

from £49 /night

£340 / week

View

Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
We are in the heart of Tuscany. Our accommodation is an oasis of relaxation in the spectacular landscapes of the Tuscan hills. My wife and I have restored this accommodation to offer to our guest the most nice and comfortable holiday.  …see more

10 Photos

House | 3 Bedrooms | sleeps 6

3 Nights min stay

Add to shortlist

from £65 /night

£454 - £889 / week

View

Key info:

  • Nearest beach 50 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
Appartamento con patio, stoviglie e zona pranzo, parcheggio e piscina condivisa con due case  …see more

16 Photos

Townhouse | 2 Bedrooms | sleeps 4

4 Nights min stay

Add to shortlist

from £49 /night

£340 / week

View

Key info:

  • Suitable for over 5s only
  • Car essential
  • Pets welcome
  • Private garden
Apartment in hisrorical country house with a large garden near and beautifull wood, 550 mt of altitude. Sitting and dining room with a fireplace, kitchen, two bedroom and a little bathroom with shower. Beautifull view and landscape.  …see more

18 Photos

Apartment | 1 Bedroom | sleeps 4

2 Nights min stay

Add to shortlist

from £45 /night

£314 - £501 / week

View

Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
Casa in pietra toscana antica, in un bel podere con vista mozzafiato, grande parco e piscina. Atmosfera amichevole non lontano da Siena. Equitazione, cucina tipica, città d'arte Toscane, i vini migliori del mondo, terme, un'ora dal mare, piccoli borghi da scoprire. Adattissima per famiglie anche con animali da compagnia, gruppi di amici, per i bambini.  …see more

13 Photos

House | 3 Bedrooms | sleeps 6

2 Nights min stay

Add to shortlist

from £79 /night

£550 - £1272 / week

View

Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
Completamente immerso nella splendida campagna Toscana, si respira aria di Relax. Il verde dei prati, delle colline e del bosco che contornano le nostre 3 piscine ,riusciranno ad aprire gli spazi della vostra mente a dolci sensazioni di piacevole benessere.  …see more

16 Photos

Apartment | 2 Bedrooms | sleeps 6

2 Nights min stay

Add to shortlist

from £43 /night

£297 - £611 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 70 km
  • Swimming pool
  • Suitable for children of all ages
  • Pets welcome
  • Private garden
La Nostra zona e' una delle piu' belle della Toscana, il Senese, dal punto di vista paesaggistico è veramente un angolo di paradiso, sconosciuto a molti. Potrete trovare ristoranti tipici, citta' d'arte, vino straordinario, equitazione, terme, e il mare non e' lontano.  …see more

10 Photos

Apartment | 2 Bedrooms | sleeps 6

2 Nights min stay

Add to shortlist

from £43 /night

£297 - £611 / week

View

Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Not suitable for children
  • Car essential
  • No pets allowed
  • Private garden
La Nostra zona e' una delle piu' belle della Toscana, il Senese, dal punto di vista paesaggistico è veramente un angolo di paradiso, sconosciuto a molti. Potrete trovare ristoranti tipici, citta' d'arte, vino straordinario, equitazione, terme, e il mare non e' lontano. Il Podere anche nell' alta stagione e' sempre molto tranquillo e con una atmosfera famigliare e rilassata.  …see more

5 Photos

Apartment | 3 Bedrooms | sleeps 7

Short stays welcome

Add to shortlist

from £120 /night

£840 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Pets welcome
Una grande piscina (20mx10m),una Idromassaggio ed una Controcorrente vi permetteranno godere di tutto lo spazio necessario in acqua, per giocare, rilassarvi o nuotare: tutto ad un passo dalle vostre abitazioni. Area Pic nic attrezzata.  …see more

11 Photos

B&B | 1 Bedroom | sleeps 2

1 night min stay

Add to shortlist

from £12 /night

£84 - £335 / week

View

Key info:

  • Suitable for children of all ages
  • Pets welcome
  • Private garden
Il nostro appartamento LEGNAIA è un bilocale dove rustico e lusso si mescolano per darvi l'impressione di vivere nella civiltà contadina ma con tutti i conforts di cui si ha bisogno per una vacanza indimenticabile. Posti letto 2 + 2 nel divano Accanto all'appartamento vi è un ristorante tipico dove potrete gustare piatti casalinghi ed originali  …see more

20 Photos

House | 2 Bedrooms | sleeps 6

2 Nights min stay

Add to shortlist

from £53 /night

£369 - £611 / week

View

Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
Casa in pietra toscana antica, in un bel podere con vista mozzafiato, grande parco e piscina. Atmosfera amichevole non lontano da Siena. Equitazione, cucina tipica, città d'arte Toscane, i vini migliori del mondo, terme, un'ora dal mare, piccoli borghi da scoprire. Adattissima per famiglie anche con animali da compagnia, gruppi di amici, per i bambini.  …see more

22 Photos

Cottage | 1 Bedroom | sleeps 4

2 Nights min stay

Add to shortlist

from £49 /night

£340 - £509 / week

View

Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
La Nostra zona e' una delle piu' belle della Toscana, il Senese, dal punto di vista paesaggistico è veramente un angolo di paradiso, sconosciuto a molti. Potrete trovare ristoranti tipici, citta' d'arte, vino straordinario, equitazione, terme, e il mare non e' lontano. Bellissimo appartamento nelle colline Toscane, panorami mozzafiato, piscina, relax, confort, citta' d'arte  …see more

4 Photos

Apartment | 1 Bedroom | sleeps 4

Min stay varies

Add to shortlist

from £61 /night

£424 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Pets welcome
Una grande piscina (20mx10m),una Idromassaggio ed una Controcorrente vi permetteranno godere di tutto lo spazio necessario in acqua, per giocare, rilassarvi o nuotare: tutto ad un passo dalle vostre abitazioni.  …see more

20 Photos

B&B | 7 Bedrooms | sleeps 18

Min stay varies

Add to shortlist

Key info:

  • Nearest beach 70 km
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Built in an ancient convent of Casole d'Elsa, a medieval village in the heart of Tuscany, 30 km from Siena. Period residence, bedroom suites, breakfast, casole d'Elsa, siena,Tuscany Built in an ancient convent of Casole d'Elsa, a medieval village in the heart of Tuscany, 30 km from Siena.  …see more

15 Photos

Apartment | 3 Bedrooms | sleeps 6

rentals_reviews_rating_2 

Min stay varies

Add to shortlist

from £87 /night

£608 / week

View

Key info:

  • Nearest beach 110 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
If you're looking for an environment that's completely natural, strong sensations to thrill with excitement, the warmth of a home and a discreet, family hospitality that's attentive to every detail: Podere Casetta is the place to be."Wherever you are, you feel at home” Podere Casetta the place of the emotions in the heart of Tuscany.  …see more